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A comment on Handcuffed to Uber.

Re:Handcuffed to Uber by scurvy on Sunday May 01, 2016 @01:17PM (#11606960)
One thing to keep in mind is that you might not have until next April 15th to pay your taxes after exercise. If the exercise benefit is large enough compared to your typical income, you might owe estimated taxes that quarter.
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Re:Handcuffed to Uber by ryporter on Sunday May 01, 2016 @03:01PM (#11607417)
This is a great point. Additionally, you're fine if you pay 110% of your prior year's tax bill. For most employees referred to in this article, this amount should be payable.
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Re:Handcuffed to Uber by throwaway_exer on Sunday May 01, 2016 @09:49PM (#11608762)
The IRS will say that you "owe" quarterly, but there's no penalty for not doing so.
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Re:Handcuffed to Uber by scurvy on Sunday May 01, 2016 @10:15PM (#11608849)
It's a 3% penalty on the difference between what you owe and what you've paid. It's a pretty minor amount, but there is a penalty.

http://www.inman.com/2012/06/08/dont-sweat-quarterly-tax-dea...

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Re:Handcuffed to Uber by phamilton on Monday May 02, 2016 @01:53AM (#11609415)
If the difference is less than $1000 or if you withheld more this year than you owed last year or if you withheld 90% of your total bill, there is no penalty.
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